Concise Synthesis of Tetrahydropyrans by a Tandem Oxa-Michael/ Tsuji-Trost Reaction

摘要

Metal complexes have been successfully applied to a broad range of organic transformations and occupy a central position in preparative organic chemistry. In recent years, the notion of combining several metal-mediated processes in relay-type domino sequences has been attracting attention. Through the combination of several synthetic transformations in a one-pot fashion, domino reactions efficiently transform simple starting materials into products of structural complexity. Surprisingly, oxa-Michael reactions have not been developed for such purposes, despite their obvious potential for heterocycle synthesis, presumably because of the inherent instability of the generated enolates towards eliminations or retro processes.